Title: Oakland Vacation Packages 2026 from $452 | Expedia.com [Oakland Travel Guide](https://expedia.com/Pittsburgh-Oakland.dx183908)[Hotels in Oakland](https://expedia.com/Oakland-Pittsburgh-Hotels.0-n183908-0.Travel-Guide-Filter-Hotels)[Flights to Pittsburgh](https://expedia.com/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)[Things to do in Pittsburgh](https://expedia.com/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities)[Car Rentals in Oakland](https://expedia.com/Car-Rentals-In-Oakland.d183908.Car-Rental-Guide) ![](https://images.trvl-media.com/place/183908/443b7585-02de-4d96-b9dc-a7bbd20b134f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oakland Vacations from $452 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Oakland Vacation From its cycling to its walking, there's tons to love about Oakland. Book a customized Oakland vacation package and get ready to fall for the delights of this neighborhood. When it's time to head out and explore, you'll find lots of big-name attractions nearby including [Acrisure Stadium](https://www.expedia.com/Acrisure-Stadium-North-Shore.d6058087.Vacation-Attraction), [University of Pittsburgh](https://www.expedia.com/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction) and [PNC Park](https://www.expedia.com/PNC-Park-North-Shore.d6034814.Vacation-Attraction). Tick off one, two or all during your trip to Oakland. No matter your travel plans or budget, booking the ultimate Oakland vacation is simple with Expedia. ## The Latest Oakland Vacation Packages Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/4d6098b6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown Downtown Pittsburgh $452 per person Apr 10 - Apr 12 found 1 day ago Roundtrip non-stop flight included Atlanta (ATL) to Pittsburgh (PIT) 8.2/10 Very Good! (1,011 reviews) Nice rooms staff was all so friendly Reviewed on Feb 22, 2026 ![Placemakr Downtown Pittsburgh at The Pennsylvanian](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/0729901f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Placemakr Downtown Pittsburgh at The Pennsylvanian Downtown Pittsburgh $738 per person May 8 - May 12 found 1 day ago Roundtrip flight included New York (NYC) to Pittsburgh (PIT) 7.6/10 Good! (37 reviews) Room was clean , no curtains in the bedroom area which made sleeping after the sun came up hard but the room was great . Reviewed on Feb 26, 2026 ![Melwood Suites Unit 103 Studio](https://images.trvl-media.com/lodging/110000000/109300000/109299200/109299109/fd54acd3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Melwood Suites Unit 103 Studio Oakland Save 100% on your flight $2,926 per person Apr 23 - Apr 27 found 12 hours ago Roundtrip flight included Dallas (DFW) to Pittsburgh (PIT) 8/10 Very Good! (2 reviews) I actually got the "suite" for a family member and his sons. Unfortunately, the pre-teens became mischievous after my family member fell asleep (after a long funeral service). Security called and texted me several times to let me know about their misbehavior. I understood. What I did not appreciate was the tenor of the persons tone as he threatened a few times to "call the cops," even after I assured him that I had reached my family member. His manner was mean-spirited and ominous. Then again, I suppose he had a right to be, considering the children's behavior and the insensitivity to other tenants. I would not payback a steep price for the accommodations again, nor would I recommend it to others. Reviewed on Sep 28, 2025 ![Cozy Convenient Downtown Apt Walk Everywhere](https://images.trvl-media.com/lodging/105000000/104380000/104376600/104376561/f93a1fde_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cozy Convenient Downtown Apt Walk Everywhere Downtown Pittsburgh Save 100% on your flight $2,041 per person Apr 23 - Apr 27 found 12 hours ago Roundtrip flight included Dallas (DFW) to Pittsburgh (PIT) No reviews ![Amazing Downtown Apt Roku TV Walk Everywhere](https://images.trvl-media.com/lodging/105000000/104380000/104376600/104376570/6e22f560_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Amazing Downtown Apt Roku TV Walk Everywhere Downtown Pittsburgh Save 100% on your flight $2,048 per person Apr 23 - Apr 27 found 12 hours ago Roundtrip flight included Dallas (DFW) to Pittsburgh (PIT) 6/10 (1 review) ## Where to stay in Oakland Find the best Oakland areas and neighborhoods for the activities you enjoy most. [Learn more about Oakland](https://expedia.com/Pittsburgh-Oakland.dx183908) ![Downtown Pittsburgh which includes a bridge and a river or creek](https://images.trvl-media.com/place/6057662/7df71e93-fe04-46c9-a8b8-caf07e34fbb5.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Pittsburgh 2 out of top 10 points of interest in this area 4.5/5(2,251 area reviews) Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks. [Find hotel + flight trips in Downtown Pittsburgh](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Pittsburgh&DestID=6057662&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![North Shore showing a river or creek, a bridge and a city](https://images.trvl-media.com/place/553248633938969308/c1d2f3a4-eff8-47ed-b1af-f88f96028a9d.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### North Shore 2 out of top 10 points of interest in this area 4.5/5(567 area reviews) Heinz Field, PNC Park, and The Andy Warhol Museum await in this vibrant area, connected to Downtown Pittsburgh by the iconic Roberto Clemente, Andy Warhol, and Rachel Carson Bridges. Enjoy easy access to two light rail stations. [Find hotel + flight trips in North Shore](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Shore&DestID=553248633938969308&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![View of the Strip District, from Frank Curto Park in Pittsburgh, Pennsylvania](https://images.trvl-media.com/place/6343592/dc99580f-c44b-45af-9529-30dbfbc703a3.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Strip District 4/5(17 area reviews) Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months. [Find hotel + flight trips in Strip District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Strip%20District&DestID=6343592&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![PNC park! ](https://images.trvl-media.com/place/2800/66d2754a-1fd4-4b15-97e4-3eab6a9518c6.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### North Side 1 out of top 10 points of interest in this area If you're spending time in North Side, check out sights like PNC Park or Ross Park Mall and hop on the metro to see more the city at North Side Station or Allegheny Station. [Find hotel + flight trips in North Side](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Side&DestID=891415173200363520&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![South Shore showing a city, landscape views and a river or creek](https://images.trvl-media.com/place/553248634333002587/46d6c5fe-6780-4437-8b35-94be38c886fb.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Mount Washington Restaurant Row and scenic leafy parks lie along the ridge of a famous hill, where George Washington mapped the terrain for the British. [Find hotel + flight trips in Mount Washington](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Mount%20Washington&DestID=6343586&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Oakland Hotel Deals ![Courtyard by Marriott Pittsburgh University Center](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Pittsburgh University Center 100 Lytton Avenue Pittsburgh PA Fully refundableReserve now, pay when you stay $139 nightly $158 total Mar 9 - Mar 10 Total with taxes and fees 9/10 Wonderful! (624 reviews) Convenient location next to university hub Reviewed on Feb 27, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F9%2F2026&endDate=3%2F10%2F2026&selected=3215&PinnedHotelID=3215&HadPinnedHotel=true®ionId=183908) ![Hotel Indigo Pittsburgh University-Oakland by IHG](https://images.trvl-media.com/lodging/20000000/19910000/19901600/19901526/ad7a3ef2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Indigo Pittsburgh University-Oakland by IHG 329 Technology Drive Pittsburgh PA Fully refundable $127 nightly $145 total Mar 15 - Mar 16 Total with taxes and fees 8.6/10 Excellent! (1,001 reviews) First time staying at this hotel. We were very pleased with everything from the very clean and spacious king bed room to the absolutely wonderful staff we encountered throughout our stay. The staff was polite and friendly and very helpful and accommodating with my mother and I and our mobility issues. ... Reviewed on Feb 27, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=19901526&PinnedHotelID=19901526&HadPinnedHotel=true®ionId=183908) ![The Oaklander Hotel, Autograph Collection](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/7bfc4a39_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Oaklander Hotel, Autograph Collection 5130 Bigelow Boulevard Pittsburgh PA Fully refundableReserve now, pay when you stay $199 nightly $227 total Mar 22 - Mar 23 Total with taxes and fees 9.2/10 Wonderful! (743 reviews) Autograph hotels are my preferred choice hotel, but this one does not meet the expectations whatsoever. It was filthy and needs a deep clean. The base of the toilet had urine stains, There were yellow stains all over the walls of the bathroom. Mold in the shower. The Nespresso machine with filthy. ... Reviewed on Feb 21, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=28852483&PinnedHotelID=28852483&HadPinnedHotel=true®ionId=183908) [See all 1,931 properties in Oakland](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F1%2F2026&endDate=3%2F2%2F2026®ionId=183908) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ### Discover the most popular places to visit in Oakland ![University of Pittsburgh in Pittsburgh, PA ](https://images.trvl-media.com/place/6090505/783a779d-9b7b-411b-8978-ebc0679a7952.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Pittsburgh Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area. [](https://expedia.com/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction) ![Carnegie Museum of Natural History which includes interior views and views](https://images.trvl-media.com/place/6078701/3465d6b7-2fa2-461f-8376-102e6e82bbe2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Carnegie Museum of Natural History From rare jaguars to geological marvels and ancient fossils, you’ll find it all at this Pittsburgh institution, one of the country’s largest natural history museums. [](https://expedia.com/Carnegie-Museum-Of-Natural-History-Oakland.d6078701.Vacation-Attraction) ![Allegheny County Soldiers memorial; Shutterstock ID 10100599](https://images.trvl-media.com/place/553248621532660398/05eb8037-56e3-4461-9120-87efd10993a8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Soldiers and Sailors Memorial Hall and Museum You can spend an afternoon browsing the exhibits at Soldiers and Sailors Memorial Hall and Museum during your trip to Pittsburgh. Attend a sporting event or visit the shops in this vibrant area. [](https://expedia.com/Soldiers-And-Sailors-Memorial-Hall-And-Museum-Oakland.d553248621532660398.Vacation-Attraction) ### Things to do ![Pittsburgh Pirates Baseball Game at PNC Park](https://mediaim.expedia.com/localexpert/47588434/46caf93c-4ad7-4691-b0b3-50be180a65d4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pittsburgh Pirates Baseball Game at PNC Park $71 per adult [](https://expedia.com/things-to-do/pittsburgh-pirates-baseball-game-at-pnc-park.a47588434.activity-details) ![Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena](https://mediaim.expedia.com/localexpert/47588438/9191c759-53fb-49fa-8583-0093ee671ca3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena $93 per adult [](https://expedia.com/things-to-do/pittsburgh-penguins-ice-hockey-game-at-ppg-paints-arena.a47588438.activity-details) ![Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl](https://mediaim.expedia.com/localexpert/697587/fb378b65-03b5-422b-84c6-ec829fe06b75.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl $13 per adult [](https://expedia.com/things-to-do/pittsburgh-bar-hunt-party-through-pittsburgh-bar-crawl.a697587.activity-details) [See all activities in Pittsburgh](https://expedia.com/things-to-do/search?rid=183908) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Pittsburgh Hotels ](https://www.expedia.com/Pittsburgh-Hotels.d601717.Travel-Guide-Hotels) - [Hotels near Downtown Pittsburgh ](https://www.expedia.com/Downtown-Pittsburgh-Pittsburgh-Hotels.0-n6057662-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Pittsburgh ](https://www.expedia.com/University-Of-Pittsburgh-Hotels.0-l6090505-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Pittsburgh Medical Center ](https://www.expedia.com/University-Of-Pittsburgh-Medical-Center-Hotels.0-l6333442-0.Travel-Guide-Filter-Hotels) - [Hotels near Petersen Events Center ](https://www.expedia.com/Petersen-Events-Center-Hotels.0-l6269545-0.Travel-Guide-Filter-Hotels) - [Hotels near Soldiers and Sailors Memorial Hall and Museum ](https://www.expedia.com/Soldiers-And-Sailors-Memorial-Hall-And-Museum-Hotels.0-l553248621532660398-0.Travel-Guide-Filter-Hotels) - [Hotels near Cathedral of Learning ](https://www.expedia.com/Cathedral-Of-Learning-Hotels.0-l6269525-0.Travel-Guide-Filter-Hotels) - 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